N,N′-Bis­[(E)-2-fluoro­benzyl­idene]-1-(2-fluoro­phen­yl)methane­diamine

In the title compound, C(21)H(15)F(3)N(2), the benzene ring bonded to the central C atom forms dihedral angles of 77.5 (7) and 89.0 (5)°, respectively, with the remaining two benzene rings. Weak inter­molecular C—H⋯F hydrogen bonds link the mol­ecules into chains propagated in [101]. The crystal pac...

Descripción completa

Detalles Bibliográficos
Autores principales: Jasinski, Jerry P., Butcher, Ray J., Hakim Al-Arique, Q. N. M., Yathirajan, H. S., Narayana, B.
Formato: Texto
Lenguaje:English
Publicado: International Union of Crystallography 2010
Materias:
Organic Papers
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2979692/
https://www.ncbi.nlm.nih.gov/pubmed/21579838
http://dx.doi.org/10.1107/S1600536810001984
_version_ 1782191475070599168
author Jasinski, Jerry P.
Butcher, Ray J.
Hakim Al-Arique, Q. N. M.
Yathirajan, H. S.
Narayana, B.
author_facet Jasinski, Jerry P.
Butcher, Ray J.
Hakim Al-Arique, Q. N. M.
Yathirajan, H. S.
Narayana, B.
author_sort Jasinski, Jerry P.
collection PubMed
description In the title compound, C(21)H(15)F(3)N(2), the benzene ring bonded to the central C atom forms dihedral angles of 77.5 (7) and 89.0 (5)°, respectively, with the remaining two benzene rings. Weak inter­molecular C—H⋯F hydrogen bonds link the mol­ecules into chains propagated in [101]. The crystal packing exhibits weak π–π inter­actions as evidenced by relatively short distances between the centroids of the aromatic rings [3.820 (7) and 3.971 (5) Å]. A MOPAC PM3 optimization of the mol­ecular geometry in vacuo supports a suggestion that inter­molecular forces have a significnt influence on the mol­ecular conformation in the crystal.
format Text
id pubmed-2979692
institution National Center for Biotechnology Information
language English
publishDate 2010
publisher International Union of Crystallography
record_format MEDLINE/PubMed
spelling pubmed-29796922010-12-30 N,N′-Bis­[(E)-2-fluoro­benzyl­idene]-1-(2-fluoro­phen­yl)methane­diamine Jasinski, Jerry P. Butcher, Ray J. Hakim Al-Arique, Q. N. M. Yathirajan, H. S. Narayana, B. Acta Crystallogr Sect E Struct Rep Online Organic Papers In the title compound, C(21)H(15)F(3)N(2), the benzene ring bonded to the central C atom forms dihedral angles of 77.5 (7) and 89.0 (5)°, respectively, with the remaining two benzene rings. Weak inter­molecular C—H⋯F hydrogen bonds link the mol­ecules into chains propagated in [101]. The crystal packing exhibits weak π–π inter­actions as evidenced by relatively short distances between the centroids of the aromatic rings [3.820 (7) and 3.971 (5) Å]. A MOPAC PM3 optimization of the mol­ecular geometry in vacuo supports a suggestion that inter­molecular forces have a significnt influence on the mol­ecular conformation in the crystal. International Union of Crystallography 2010-01-23 /pmc/articles/PMC2979692/ /pubmed/21579838 http://dx.doi.org/10.1107/S1600536810001984 Text en © Jasinski et al. 2010 http://creativecommons.org/licenses/by/2.0/uk/ This is an open-access article distributed under the terms of the Creative Commons Attribution Licence, which permits unrestricted use, distribution, and reproduction in any medium, provided the original authors and source are cited.
spellingShingle Organic Papers
Jasinski, Jerry P.
Butcher, Ray J.
Hakim Al-Arique, Q. N. M.
Yathirajan, H. S.
Narayana, B.
N,N′-Bis­[(E)-2-fluoro­benzyl­idene]-1-(2-fluoro­phen­yl)methane­diamine
title N,N′-Bis­[(E)-2-fluoro­benzyl­idene]-1-(2-fluoro­phen­yl)methane­diamine
title_full N,N′-Bis­[(E)-2-fluoro­benzyl­idene]-1-(2-fluoro­phen­yl)methane­diamine
title_fullStr N,N′-Bis­[(E)-2-fluoro­benzyl­idene]-1-(2-fluoro­phen­yl)methane­diamine
title_full_unstemmed N,N′-Bis­[(E)-2-fluoro­benzyl­idene]-1-(2-fluoro­phen­yl)methane­diamine
title_short N,N′-Bis­[(E)-2-fluoro­benzyl­idene]-1-(2-fluoro­phen­yl)methane­diamine
title_sort n,n′-bis­[(e)-2-fluoro­benzyl­idene]-1-(2-fluoro­phen­yl)methane­diamine
topic Organic Papers
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2979692/
https://www.ncbi.nlm.nih.gov/pubmed/21579838
http://dx.doi.org/10.1107/S1600536810001984
work_keys_str_mv AT jasinskijerryp nnbise2fluorobenzylidene12fluorophenylmethanediamine
AT butcherrayj nnbise2fluorobenzylidene12fluorophenylmethanediamine
AT hakimalariqueqnm nnbise2fluorobenzylidene12fluorophenylmethanediamine
AT yathirajanhs nnbise2fluorobenzylidene12fluorophenylmethanediamine
AT narayanab nnbise2fluorobenzylidene12fluorophenylmethanediamine

Ejemplares similares